Vitamin



Patented June 2, 1953 UNITED STAT .ATENT OFFICE VITAMIN B1 GENTISATE Benjamin Pecherer, Montclair, N. J assignor t Hofimann-La Roche Inc., Nutley, N. J., a corporation of New Jersey No Drawing. Application May 21, 1949, Serial No. 94,733

1 Claim.

Example 100 grams of Ionac A-SOO (an aminotriazineformaldehyde type anion exchange resin mark'et ed by American Cyanamid 00., New York, N. Y.; cf. U. S. Patent No. 2,251,234) in a column was saturated with gentisic acid by allowing an alcoholic solution of gentisic acid to flow through the column until the eiiluent pH was approximately 2. The column was then washed free of excess gentisic acid by washing, first with 100 ml. of 50 percent alcohol, then with 100 ml. of water, until the pH of the effluent was -6. Following this treatment, 200 m1. of a solution containing 33.7 grams of 4-methy1-5- S-hydroxy-ethyl)-N- {[2 methyl 4 amino pyrimidyl (5)1- methyl} thiazolium chloride hydrochloride was allowed to flow through the column and the efiluent collected until a positive test for chloride ion was obtained.

The efiluent was charcoaled, then evaporated to dryness. The crystalline residue was taken up in 500 m1. of isopropyl alcohol and -12 ml. of water and, filtered. After chilling for 24 hours, the crystalline product was collected and dried. The melting point of the substance was l47-151 C. with decomposition.

The compound analyzed for a salt of the composition C12H17ON4S.C'IH5O4.C7H6O4.H2O, that is, vitamin B1 gentisate with one molecule of water of crystallization, or 4-methyl-5-(B-hydroxyethyl) N {[2 methyl 4 amino pyrimidyl- (5) l methyl} thiazolium gentisate gentisate, which is a new compound.

I claim:

4 methyl 5 ([3 hydroxy ethyl) N- {[2 methyl 4 amino pyrimidyl (5)lmethyl}-thiazolium-gentisate-gentisate.

BENJAMIN PECHERER.

References Cited in the file of this patent UNITED STATES PATENTS Number Name Date 2,151,883 Adams et a1. Mar. 28, 1939 2,198,874 Holmes et a1. Apr. 30, 1940 2,328,594 Williams Sept. 7, 1943 2,330,239 Prutton Sept. 28, 1943 2,443,485 Waksman et a1. June 15, 1948 FOREIGN PATENTS Number Country Date 805,092 France Nov. 10, 1936 OTHER REFERENCES Appelzweig, J. Am. Chem. Soc., 66, 1990 (1944).

Appelzweig, et al., Ind. and Eng. Chem, 38, pp. 576-579 (1946).

Myers, Ind. and Eng. Chem, 35, pp. 858-863 (1943). 

